Category: 391-12-8

Some common heterocyclic compound, 391-12-8, name is 7-(Trifluoromethyl)isatin, molecular formula is C9H4F3NO2, traditional synthetic route has been very mature, but the traditional synthetic route has various shortcomings, such as complicated route, low yield, poor purity, etc, below Introduce a new synthetic route. Recommanded Product: 391-12-8

EXAMPLE 6 20 parts of a 30 percent strength by weight solution of sodium methylate in methanol are added to 21.5 parts of 7-trifluoromethylisatin in 300 parts of methanol at 0° C., resulting in a violet solution. 8 parts of a 50 percent strength by weight hydrogen peroxide solution are then added at 0° C., after which the mixture is stirred for one hour at room temperature. The reddish solution is concentrated, water is added, the pH is brought to 8 with hydrochloric acid and the batch is extracted by shaking with methylene chloride. After concentrating the methylene chloride phase, 16.2 parts (74percent of theory) of methyl 3-trifluoromethylanthranilate are obtained. H1 –NMR (CDCl3): delta=3.8 ppm (s), 6.4 (s, N–H2), 6.6 (t), 7.5 (d) and 7.95 (d).

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route 391-12-8, its application will become more common.

Reference:
Patent; BASF Aktiengesellschaft; US4310677; (1982); A;,
Indoline – Wikipedia,
Indoline | C8H9N – PubChem

Researchers who often do experiments know that organic synthesis is a process of preparing more complex target molecules from simple raw materials through one or more chemical reactions. Generally, it requires fewer steps, and cheap raw materials. 391-12-8, name is 7-(Trifluoromethyl)isatin, A new synthetic method of this compound is introduced below., Formula: C9H4F3NO2

The above product (163 mg, 0.654 mmol) was dissolved in 3.2 mL of dry dichloromethane, and Dess-Martin periodinane (290 mg, 0.68 mmol) was added to the solution at room temperature. After the reaction mixture was stirred for 30 min at the same temperature, saturated NaHCO3 aqueous solution was added. The mixture was extracted with ethyl acetate, and the extract was washed with brine, and dried over MgSO4. After filtration, the filtrate was concentrated in vacuo and the residue was purified by silica gel column chromatography (hexane/ethyl acetate = 95/5 to 75/25) to obtain the title compound as a white powder (140 mg, 86%).

The basis of chemical reaction formula synthesis, the synthesis route is composed of some specific reactions and combined according to certain logical thinking. We look forward to the emergence of more reaction modes in the future.

Reference:
Patent; Tokyo Institute of Technology; Kyoto University; EP2123637; (2009); A1;,
Indoline – Wikipedia,
Indoline | C8H9N – PubChem

Adding a certain compound to certain chemical reactions, such as: 391-12-8, name is 7-(Trifluoromethyl)isatin, belongs to indolines-derivatives compound, can increase the reaction rate and produce products with better performance than those obtained under traditional synthetic methods. Here is a downstream synthesis route of the compound 391-12-8, Product Details of 391-12-8

General procedure: Isatin (0.5 g, 3.34 mmol) was added into a stirred solution ofKOH (0.56 g, 10.02 mmol) in ethanol 10 ml at 80 C. The reactionmixture was stirred at 0 C for 24 h. The mixture was added to50 g ice water. The pH was adjusted by the solution of 2 N HCl to4?5. The mixture was cooled overnight and filtered. The residuewas recrystallized by the mixture of petroleum/ethyl acetate(5:1). Compound 4 (0.8 g) was obtained and the yield was 96.87percent.

At the same time, in my other blogs, there are other synthetic methods of this type of compound, 7-(Trifluoromethyl)isatin, and friends who are interested can also refer to it.

Reference:
Article; Liao, Chen; Liu, Yan; Liu, Chunxia; Zhou, Jiaqi; Li, Huilan; Wang, Nasi; Li, Jieming; Liu, Taiyu; Ghaleb, Hesham; Huang, Wenlong; Qian, Hai; Bioorganic and Medicinal Chemistry; vol. 26; 4; (2018); p. 845 – 854;,
Indoline – Wikipedia,
Indoline | C8H9N – PubChem